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1.
Halogenated fumigants are among the most heavily used pesticides in agriculture. Because of their high mobility and toxicological characteristics, the contamination of air or groundwater by these compounds has been a great environmental concern. In this study, we investigated dehalogenation of several halogenated fumigants by polysulfides. The reaction of polysulfides and methyl iodide (MeI), 1,3-dichloropropene (1,3-D), and chloropicrin (CP) was very rapid. When the initial fumigant and polysulfide concentrations were both 0.2 mM, the observed 50% disappearance time values (DT50) of MeI, cis-1,3-D, and trans-1,3-D were 27.2, 29.6, and 102 h, respectively. When the initial polysulfide concentration was 1.0 mM, the corresponding DT50 values were only 2.2, 1.6, and 3.8 h. Under similar conditions, the reaction with CP was even more rapid than with the other fumigants. In 0.2 mM polysulfide solution, more than 90% of the spiked CP disappeared in 1 h after the initiation of the reaction. The reaction between fumigants and polysulfides also progressed at enhanced rates when the polysulfide solution was initially purged with nitrogen. Analysis of reaction kinetics and initial products suggests that the reaction is SN2 nucleophilic substitution for MeI and 1,3-D but likely reductive dehalogenation for CP. Given the high reactivity of polysulfide salts toward halogenated fumigants, this reaction may be used as a pollution mitigation strategy, such as for disposal of fumigant wastes, treatment of fumigant-containing wastewater, and cleanup of fumigant residues in environmental media.  相似文献   

2.
The human cytochrome P450 CYP1A1 gene was introduced into rice plants (Oryza sativa cv. Nipponbare). One-month-old CYP1A1 plants grown in soil clearly showed a healthy growth and tolerance to 8.8 microM atrazine and 50 microM simazine, but nontransgenic plants were completely killed by the herbicides. Although transgenic and nontransgenic plants metabolized the two herbicides into the same sets of compounds, CYP1A1 plants metabolized atrazine and simazine more rapidly than did control plants. In small-scale experiments, residual amounts of atrazine and simazine in the culture medium of CYP1A1 plants were 43.4 and 12.3% of those in control medium; those of nontransgenic Nipponbare were 68.3 and 57.2%, respectively. When cultivated in soil with 2.95 microM atrazine and 3.15 microM simazine for 25 days, CYP1A1 plants eliminated 1.3 times more atrazine and 1.4 times more simazine from the soil than did control plants. Thus, CYP1A1 rice plants make it possible to remove atrazine and simazine more rapidly from the culture medium and soil than can nontransgenic Nipponbare.  相似文献   

3.
In modern agriculture, long‐term soil fertility and crop productivity are maintained by a combination of inorganic fertilizers and pesticide inputs which, in turn, create environmental and health concerns. Therefore, studies were initiated to evaluate two commonly used herbicides (atrazine and simazine) and two biological nitrification inhibitors (nitrapyrin and terrazole) applied with NO3‐N source fertilizer for their effects on denitrification and on corn (Zea mays L.) growth and yields. Each chemical applied at the rate of 10, 50, or 100 mg a.i. L‐1 suppressed denitrification of NO3 ‐ in a liquid medium inoculated with a Tifton loamy sand in a laboratory study. Nitrapyrin and terrazole selectively suppressed NO3 ‐ or NO2 ‐ or both reduction while atrazine and simazine suppressed NO2 ‐ or N2O or both reduction. In greenhouse pot culture studies, chemical application resulted in higher percent N recovery relative to the control. When atrazine or simazine was part of the chemical treatment, concentrations of NO3 ‐ and NO2 ‐ in corn (Zea mays L.) plants increased, and plant growth was restricted due to NO2 ‐ toxicity. During two consecutive years of field studies using split‐banded applications of N fertilization with nitrapyrin and terrazole, corn ear yields increased 78% and 25% in the first and second year, respectively. With atrazine and simazine, however, yields increased significantly in the first season only. Mixing either herbicide with nitrapyrin or terrazole had no effect on yields during both seasons.

Chemical Names: atrazine = [2‐chloro‐4‐ethylamino‐6‐isopropylamino‐s‐triazine]; simazine = [2‐chloro‐4,6‐bis(ethylamino)‐s‐triazine]; nitrapyrin = [2‐chloro‐6‐(trichloromethyl)pyridine]; terrazole = [ethoxy‐3‐trichloromethyl‐1,2,4‐thiadiazole].  相似文献   

4.
Characterization of pesticide bioavailability, particularly in aged soils, is of continued interest because this information is necessary for environmental risk assessment. The objective of this study was to correlate atrazine residue bioavailability in aged soils, as determined by solvent extraction methods, to atrazine mineralization by an atrazine-degrading bacterium. Webster clay loam and Zimmerman fine sand soils were treated with UL-ring-labeled [14C]atrazine and incubated for up to 8 weeks. At the end of each incubation period, soils were either not extracted, extracted with 0.01 M CaCl2, or extracted with 0.01 M CaCl2/aqueous methanol. Soils were then inoculated with the bacterium Pseudomonas sp. strain ADP, which is capable of rapidly mineralizing the atrazine ring. This allowed for the evaluation of the bioavailability of aged atrazine residues without the contribution of atrazine desorption from soil. Results of these studies indicated that the amounts of atrazine residues in aged soils extracted by 0.01 M CaCl2 and aqueous methanol were correlated to amounts of atrazine mineralized by Pseudomonas sp. strain ADP. Consequently, 0.01 M CaCl2/methanol extractable atrazine in aged soils may be used to estimate bioavailable residues, and this technique may be useful to determine the bioavailability of other compounds in soils, especially other triazine herbicides.  相似文献   

5.
采用气相色谱-氮磷检测器（GC—NPD）方法,建立了同时测定土壤中13种三嗪类除草剂（脱乙基阿特拉津、莠去通、西玛津、莠去津、扑灭津、特丁津、敌草净、赛克津、西草净、莠灭净、扑草净、异丙净、甲氧丙净）残留量的方法。土壤样品用乙腈-水混合提取剂经超声波提取20min,弗罗里硅土（Florisil）固相萃取柱净化后,毛细管柱分离样品,NPD测定。结果表明,13种三嗪类除草剂在0．05-5．0mg·L^-1范围内线性关系良好,相关系数均大于0．999;添加回收率在72．7％～128．2％之间;相对标准偏差在0．4％～20．5％;方法的检出限在0．001-0．005mg·kg^-1之间。  相似文献   

6.
Amendments are frequently added to agricultural soils to increase organic matter content. In this study, we examined the influence of alperujo, an olive oil mill waste, on the availability of two triazine herbicides, terbuthylazine and atrazine, in two different sandy soils, one from Sevilla, Spain, and the other from Minnesota. The effect of aging on herbicide sorption and bioavailability was also studied. Soils were amended with alperujo at a rate of 3-5% (w:w) in laboratory studies. Apparent sorption coefficients for the triazine herbicides were calculated as the ratio of the concentrations of each herbicide sequentially extracted with water, followed by aqueous methanol, at each sampling time. These data showed greater sorption of terbuthylazine and atrazine in amended soils as compared to nonamended soils, and an increase in the amount of herbicide sorbed with increasing aging time in nonamended soils. The triazine-mineralizing bacterium Pseudomonas sp. strain ADP was used to characterize triazine bioavailability. Less mineralization of the herbicides by Pseudomonas sp. strain ADP was observed in soils amended with alperujo, as compared to the unamended soils, and, despite the increase in sorption with aging in unamended soils, herbicide mineralization also increased in this case. This has been attributed to Pseudomonas sp. strain ADP first using alperujo as a more readily available source of N as compared to the parent triazines. In summary, addition of alperujo to the soils studied was shown to increase triazine herbicides sorption and hence to reduce its availability and potential to leach.  相似文献   

7.
The effect of light and temperature on the dissipation of four s-triazine herbicides (terbuthylazine, simazine, atrazine and prometryn) was studied in drinking and wastewaters during long-term laboratory incubation (4 months), and by comparing the results with those obtained in purified water (Milli-Q). Residues were analyzed by GC-NPD and confirmed by GC-MSD. A micro on-line method for isolating the herbicide residues was used. The results showed that temperature and light had a certain influence on the behaviour of the s-triazine herbicides. In drinking water, prometryn dissipated more rapidly than the other compounds under all laboratory conditions (t 1/2= 75–128 days), while atrazine showed the highest degree of persistence (t 1/2= 132–227 days). In general, atrazine was the least (t 1/2= 90–142 days) and simazine the most (t 1/2= 118–278 days) persistent compound in Milli-Q and wastewater. Only in the case of atrazine in drinking water was the remaining percentage at the end of the experiment higher than 50% (53–69%). Dissolved organic substances in wastewater (DOC, 53.3 mg l–1) appear to be particularly important in the photosensitization process. The time required to reach the maximum admissible concentration (MAC) according to European legislation (0.1 g l–1) ranged from 3 to 10 years for prometryn and atrazine, respectively, in drinking water depending on the used conditions.  相似文献   

8.
A multiresidue method was developed for the simultaneous determination of low parts per billion (ppb) concentrations of the herbicides alachlor, metolachlor, atrazine, and simazine in water and soil using isotope dilution gas chromatography/mass spectrometry (GC/MS). Known amounts of 15N,13C-alachlor and 2H5-atrazine were added to each sample as internal standards. The samples were then prepared by a solid phase extraction with no further cleanup. A high resolution GC/low resolution MS system with data acquisition in selected ion monitoring mode was used to quantitate herbicides in the extract. The limit of detection was 0.05 ppb for water and 0.5 ppb for soil. Accuracy greater than 80% and precision better than 4% was demonstrated with spiked samples.  相似文献   

9.
Sorption interactions of plant cuticular matter with organic compounds are not yet fully understood. The objective of this study was to examine the competitive sorption-desorption interactions of the triazine herbicides (atrazine and ametryn) with cuticular fractions isolated from tomato fruits and leaves of Agave americana. The 13C NMR data suggest a rubber-like nature for the cutin. This biopolymer exhibited reversible and noncompetitive sorption. Enhanced desorption of atrazine was recorded in the bi-solute system with bulk and dewaxed A. americana cuticles. 13C NMR analyses of these samples suggested that the sorbed competitor ametryn facilitated a physical phase transition of rigid paraffinic sorption domain to mobile and flexible domain during sorption process. We suggest that the different sorption-desorption behavior obtained for the two cuticles is related to the higher content of waxes (14% vs 2.6%) and lower content of cutin (46% vs 75%) in the A. americana versus tomato fruit cuticle.  相似文献   

10.
The purpose of this study was to investigate the fate of triazines and their metabolites in the unsaturated zone in the field conditions during a period from the spring sowings to the autumn tillages. The study was performed upon two soils treated for corn culture during the year 1992. The investigations were presented after the wet weather by subsurface drainage and surface runoff. Throughout the 6 months survey, the relative importance of the triazines is by decreasing order: atrazine > simazine > desethylatrazine (DEA). After the application, the herbicides were only found in the first 40 cm of the soil during the dry period of the cultivation. They were dragged towards the depth by percolation water mainly during the first water infiltrations when the drains were set in again in autumn or winter. The losses of herbicides after the cultivation cycle (october) expressed as a ratio of the initial input ranged from 40 to 73% for the atrazine and from 40 to 44% for the simazine and depended on the importance of the application amount. In autumn and winter, the losses originating in percolation were higher than those due to volatilization and/or degradation (abiotic and biodegradation), as the soil conditions were unpropicious to the formation of non-extractable residues.  相似文献   

11.
Most farming systems involving tilled crops require use of pesticides and nitrogen fertilizers in different combinations although most pesticides effects on soil N transformation are scantly documented. Studies were initiated to compare atrazine and simazine herbicides with two biological nitrification inhibitors (nitrapyrin and terrazole) for their effects on biological nitrification and corn (Zea mays L.) growth. In a laboratory study, inhibition of nitrification was less than 3% in a Tifton loamy sand incubated with 10 μg a.i g‐1 soil atrazine or simazine but was more than 10% in soil amended with nitrapyrin or terrazole, applied separately or in combinations with either herbicide at the same rate. Similar trends were observed with soil treated with different combinations of 2.5 μg a.i. g‐1 soil nitrapyrin or terrazole and 1.25 μg a.i. g‐1 soil atrazine or simazine and incubated with and without corn plants under greenhouse conditions. The combination of either herbicide with nitrapyrin or terrazole significantly reduced the corn dry weights with substantial accumulation of Kjeldahl N and NO3 ‐ in tissues of plants, probably due to a concentration effect. However, these chemical combinations, applied at the rate of 1.2 kg a.i. ha‐1 in conjunction with 35 kg ha‐1 N as (NH4)2SO4 in split banded applications (at planting and at the 6th leaf stage), showed a nonsignificant trend towards increased corn ear yields in two‐year field studies. Generally, when atrazine or simazine was part of the chemical treatment, its effects on nitrification, plant growth and total N contents outweighed or masked those of nitrapyrin or terrazole.  相似文献   

12.
The effects of 20 herbicides on denitrification of nitrate in three soils were studied by determining the effects of 10 and 50μgg?1 soil of each herbicide on the amounts of nitrate lost and the amounts of nitrite, N2O and N2 produced when soil samples were incubated anaerobically after treatment with nitrate. The herbicides used were butylate, EPTC, chlorpropham, propham, diuron, linuron, monuron, siduron, alachlor, trifluralin, 2,4-D amine, 2,4-D ester, atrazine, cyanazine, metribuzin, simazine, dalapon, chloramben, dicamba and dinoseb.None of the herbicides studied significantly affected denitrification of nitrate when applied at the rate of 10 μg g?1 soil, but dinoseb increased the ratio of N2 to N2O in the gaseous products of denitrification when applied at this rate. Butylate, EPTC, diuron, simazine and dalapon had no significant effect on denitrification when applied at the rate of 50μgg?1 soil, whereas metribuzin and dinoseb enhanced denitrification when applied at this rate. The influence of the other herbicides on denitrification when applied at the rate of 50μgg?1soil depended on the soil, but all enhanced or inhibited denitrification in at least one soil.  相似文献   

13.
The persistence of two herbicides, simazine and terbuthylazine, and appearance of their principal dealkylated chloro-s-triazine metabolites have been studied in agricultural soil after the addition of urban sewage sludge as organic amendment. Both herbicides and metabolites were monitored during long-term laboratory incubation (140 days) and analyzed by gas chromatography with a nitrogen-phosphorus detector (GC-NPD). Residues were confirmed by gas chromatography with a mass selective detector (GC-MSD). A sonication microextraction method was used to extract the compounds. The organic amendments used were urban sewage sludge and the humic fraction of this sludge, to increase the organic matter content of the soil from 1% to 2%. For both compounds, simazine and terbuthylazine, the degradation began earlier in the amended soils. Simazine showed a higher dissipation rate than terbuthylazine, the percentage of the former at the end of the experiment being lower than 2% in all cases, while for terbuthylazine the corresponding percentage ranged from 5% to 46%. Organic amendment, mainly its humic fraction, caused a certain stabilization of terbuthylazine in the soil, but did not greatly influence the residual amount of simazine at the end of the experiment. The periodic aeration of the soil caused a greater degradation in the case of terbuthylazine. Only mono-deethylsimazine and deethylterbuthylazine were isolated from the soil during the time the experiment lasted, while the di-deethylated metabolite of simazine was not found.  相似文献   

14.
Two series of new pyrazoles, namely six pyrazolo[1,5-a][1,3,5]triazine-2,4-dione and four pyrazolo[1,5-c][1,3,5]thiadiazine-2-one derivatives, were synthesized as potential inhibitors of the photosynthetic electron transport chain at the photosystem II level. The compounds were confirmed by 1H NMR, elemental, and IR analyses. Their biological activity was evaluated in vivo upon both the growth of blue-green algae and the photosynthetic oxygen evolution by eukaryotic algae and in vitro as the ability to interfere with light-driven reduction of ferricyanide by isolated spinach chloroplasts. Some compounds exhibited remarkable inhibitory properties, comparable to those of the reference commercial herbicides lenacil, diuron, and hexazinone. Results suggest that the substitution of triazine with thiadiazine ring may act as amplifier for herbicidal activity.  相似文献   

15.
Adsorption and desorption of the herbicides glyphosate [N-phosphonomethyl-aminoaceticacid], simazine [6-chloro-N,N′-diethyl-1,3,5-triazine-2,4-diamine] and atrazine [6-chloro-N2-ethyl-N4-isopropyl-1,3,5-triazine-2,4-diamine] were studied in four sandy soils from Western Australia. Distribution coefficients (Kds) were calculated from breakthrough curves (BTCs) resulting from leaching step changes in concentrations through small saturated columns of soil at flow rates ranging from 0.3 to 30 m day–1. A comparison was made with Kds obtained after batch equilibrating solutions of the herbicides with the same soils. The Kds of herbicides in soils decreased with increasing flow rate and most strongly for glyphosate in soils rich in clay content. Resulting increases in mobility of about 40–50% were estimated for simazine and atrazine and > 50% for glyphosate at flow rates of 3 m day–1. Adsorption and desorption rates were estimated by fitting numerically simulated BTCs to experimental BTCs. Best fits were obtained with a time-dependent Freundlich adsorption equation. The resulting coefficient for time dependency in the equation suggests that the rates of adsorption and desorption are controlled mainly by diffusion in an adsorbing layer on or in soil particles.  相似文献   

16.
Many varieties of Italian ryegrass (Lolium multiflorum) show resistance to herbicides; while this ability was frequently attributed to alterations in the target sites of the herbicide's action of the plant or to an efficient oxidative metabolism, little attention has been paid to glutathione S-transferases (GSTs), which are a family of detoxifying enzymes involved in the inactivation of many toxic compounds. To investigate the role of GSTs, seedlings of Italian ryegrass were treated with four herbicides (atrazine, fenoxaprop-ethyl, fluorodifen, metolachlor) and a safener (fenchlorazol-ethyl). All the treatments were well tolerated by the plant, with very low decreases in terms of fresh weight and length of shoots. Regarding GST activity, the chemicals generally determined significant increases in the above enzyme activity toward the model-substrate CDNB. Therefore, the herbicides most GST inducing and the safener were tested themselves as enzyme substrates: constitutive GST activities toward atrazine, fluorodifen and fenchlorazol-ethyl were found, and, in addition, these activities were significantly induced by the safener. Following these results, a HPLC procedure was standardized in order to investigate the persistence of atrazine and fluorodifen in the seedlings of Italian ryegrass and the effect on this of the safener. It was found that the residual amounts of the two herbicides in the shoots were significantly reduced following the safener treatments.  相似文献   

17.
The transportation pathways of triazines were investigatedfrom their origins onwards, in the Marne and the Seine rivers(France). According to the 1991 survey, the highest total triazine concentration levels (956 ng L-1) were found in the river Marne: 580 ng L-1 for atrazine and 200 ng L-1 for simazine, in relation with agricultural practices.The total triazine levels reached 829 ng L-1 in the riverSeine. The other triazines remained low, from 5 to 75 ng L-1. The triazine fluxes were 226 and 404 kg for a 118 d period in the Marne and the Seine rivers, respectively. Out of the treatment period, triazine peaks were related to riverflows with a 48 hr delay between the peak and the top of theflood. After herbicide treatment, peak concentrations wereclosely related with the precipitations. Concerning theriver Marne tributaries, highest atrazine concentrationswere found in June, in those which drained the vineyardarea. In January, the concentrations were higher inperiurban areas underlining their contribution to theherbicide inputs in the rivers. On the whole, the ratio oftriazines transported in the two rivers represented 0.2%of the total amount applicated annually on their catchment basins.  相似文献   

18.
Raw olive-mill waste and soil amendments obtained from their traditional composting or vermicomposting were added, at rates equivalent to 200 Mg ha-1, to a calcareous silty clay loam soil in a laboratory test, in order to improve its fertility and physicochemical characteristics. In particular, the effects on the sorption-desorption processes of four triazine herbicides have been examined. We found that comparatively hydrophobic herbicides terbuthylazine and prometryn increased their retention on amended soil whereas the more polar herbicides simazine and cyanazine were less affected. Soil application of olive cake, without transformation, resulted in the highest herbicide retention. Its relatively high content in aliphatic fractions and lipids could explain the increased herbicide retention through hydrophobic bonding and herbicide diffusion favored by poorly condensed macromolecular structures. On the other hand, the condensed aromatic structure of the compost and vermicompost from olive cake could hinder diffusion processes, resulting in lower herbicide sorption. In fact, the progressive humification in soil of olive-mill solid waste led to a decrease of sorption capacity, which suggested important changes in organic matter quality and interactions during the mineralization process. When soil amended with vermicompost was incubated for different periods of time, the enhanced herbicide sorption capacity persisted for 2 months. Pesticide desorption was reduced by the addition of fresh amendments but was enhanced during the transformation process of amendments in soil. Our results indicate the potential of soil amendments based on olive-mill wastes in the controlled, selective release of triazine herbicides, which varies depending on the maturity achieved by their biological transformation.  相似文献   

19.
Triazines are a class of important pre-emergent weed herbicides. Some members of this class of herbicides exhibit carcinogenic and immunotoxicity properties, which make their use controversial in areas where animal feed crops are grown. It is therefore important to determine if triazine residues are transported to animal food products in order to ascertain the extent of human exposure. Most of the current herbicide residue extraction methods are time-consuming and solvent intensive. Supercritical fluid extraction (SFE) using CO(2) has been used as a alternative for other residue extraction methods as a replacement for hazardous organic solvents. In this study, 10 triazines were extracted from eggs fortified at 100 ppb using unmodified supercritical CO(2) at a pressure of 10000 psi and a temperature of 50 degrees C with off-line collection on a solid phase extraction cartridge containing Florisil. Atrazine recovery averaged 90.4% with an RSD of 3.3%. The other triazines were recovered at mean levels >73%. In a separate feeding study, atrazine and two of its dealkyl metabolites were detected in the egg. The results indicate that SFE is a viable technique for isolating triazine residues from eggs, requiring only 8 mL of solvent for each analysis.  相似文献   

20.
Recently, evidence has accumulated that the extensive use of modern pesticides results in their presence in the atmosphere at many places throughout the world. In Europe over 80 current-use pesticides have been detected in rain and 30 in air. Similar observations have been made in North America. The compounds most often looked for and detected are the organochlorine insecticide lindane and triazine herbicides, especially atrazine. However, acetanilide and phenoxyacid herbicides, as well as organophosphorus insecticides have also frequently been found in rain and air. Concentrations in air normally range from a few pg/m3 to many ng/m3. Concentrations in rain generally range from a few ng/L to several µg/L. In fog even higher concentrations are observed. Deposition varies between a few mg/ha/y and more than 1 g/ha/y per compound. However, these estimates are usually based on the collection and analysis of (bulk) precipitation and do not include dry particle deposition and gas exchange. Nevertheless, model calculations, analysis of plant tissue, and first attempts to measure dry deposition in a more representative way, all indicate that total atmospheric deposition probably does not normally exceed a few g/ha/y. So far, little attention has been paid to the presence of transformation products of modern pesticides in the atmosphere, with the exception of those of triazine herbicides, which have been looked for and found frequently. Generally, current-use pesticides are only detected at elevated concentrations in air and rain during the application season. The less volatile and more persistent ones, such as lindane, but to some extent also triazines, are present in the atmosphere in low concentrations throughout the year. In agricultural areas, the presence of modern pesticides in the atmosphere can be explained by the crops grown and pesticides used on them. They are also found in the air and rain in areas where they are not used, sometimes even in remote places, just like their organochlorine predecessors. Concentrations and levels are generally much lower there. These data suggest that current-use pesticides can be transported through the atmosphere over distances of tens to hundreds, and sometimes even more than a thousand kilometres. The relative importance of these atmospheric inputs varies greatly. For mountainous areas and remote lakes and seas, the atmosphere may constitute the sole route of contamination by pesticides. In coastal waters, on the other hand, riverine inputs may prevail. To date, little is known about the ecological significance of these aerial inputs.  相似文献   

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